Cesium carbonate → HCID 70981725, compound

HRID 1529169Notes

Reaction equation

HRID 1529169 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].[F:7][C:8]1[CH:9]=[C:10]2[C:16]([C:17]3[N:18]=[N:19][C:20]4[C:25]([CH3:27])([CH3:26])[C:24](=[O:28])[NH:23][C:21]=4[N:22]=3)=[N:15][N:14]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=3)[C:11]2=[N:12][CH:13]=1.[CH3:38][Si:39]([CH3:46])([CH3:45])[CH2:40][CH2:41][O:42][CH2:43]Cl>CN(C=O)C>[F:7][C:8]1[CH:9]=[C:10]2[C:16]([C:17]3[N:18]=[N:19][C:20]4[C:25]([CH3:26])([CH3:27])[C:24](=[O:28])[N:23]([CH2:43][O:42][CH2:41][CH2:40][Si:39]([CH3:46])([CH3:45])[CH3:38])[C:21]=4[N:22]=3)=[N:15][N:14]([CH2:29][C:30]3[CH:31]=[CH:32][C:33]([O:36][CH3:37])=[CH:34][CH:35]=3)[C:11]2=[N:12][CH:13]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 71187383HCID 71187383, compound

Product 1

HCID 70981725HCID 70981725, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.067 g (6.345 mmol) of cesium carbonate in DMF (30 ml) were added to 2.45 g (5.768 mmol) of the compound from Example 34A. 1.221 ml (6.922 mmol) of 2-(trimethylsilyl)ethoxymethyl chloride were then added, and the mixture was stirred at room temperature for 1 h. The solids were then filtered off and washed with DMF, the filtrate was concentrated and the residue was dried under high vacuum. This gave 4.45 g of crude material which were used without further purification for the next step.

Workup

  1. filtrationThe solids were then filtered off
  2. washwashed with DMF
  3. concentrationthe filtrate was concentrated
  4. customthe residue was dried under high vacuum
  5. customThis gave 4.45 g of crude material which were used without further purification for the next step

Sources & evidence

ORD record
ord-ba7ad6bcfdc246aaaf1def154e037696
Source dataset
uspto-grants-2015_07
Patent number
US09090610B2

Reaction notes

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